Cheap Flights from Dallas to Chicago

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      Compare Dallas to Chicago flight deals

      Find the cheapest month or even day of the year to fly to Chicago

      Book the best Chicago fare with no extra fees

      Flight deals from Dallas to Chicago

      Looking for a cheap last-minute deal or the best return flight from Dallas to Chicago? Find the lowest prices on one-way and return tickets right here.

      Find the cheapest month to fly from Dallas to Chicago

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Dallas to Chicago flights are currently cheapest in May.

      Direct flights from Dallas to Chicago

      Alternative Dallas to Chicago routes

      Looking for the cheapest, fastest or easiest route from Dallas to Chicago? You could fly into the following airports instead.

      Dallas to Chicago: Flight information

      The things to know before you go.
      Cheapest flight foundRs13,270
      Cheapest month to flyMay
      Average flight time2 hrs, 23 mins
      Most popular airlineAmerican Airlines
      Average flights per week691

      Finding cheap flights from Dallas to Chicago: Frequently asked questions

      There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
      The best price we found for a return flight from Dallas to Chicago is Rs25,056. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      2 hours and 22 minutes is the average flight time from Dallas to Chicago.
      American Airlines, Southwest Airlines and Qantas fly direct from Dallas to Chicago.
      As of April 2025, there are 2,764 flights per week flying from Dallas to Chicago.
      The cheapest month to fly from Dallas to Chicago is usually April 2025.
      If you're flying from Dallas, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from Rs25,056.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Dallas to Chicago on Sunday, 11 May 2025.
      Yes – the average flight time is 2 hours and 22 minutes.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
      In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
      The cheapest airline that flies to Chicago is Frontier Airlines .

      Travelling from Dallas to Chicago: what you need to know

      • Start planning your trip by checking out the most convenient departure point for your flight from Dallas to Chicago. Explore the options for setting off from Dallas/Fort Worth International Airport (DFW) or Dallas Love Field Airport (DAL), two of the city's main airports.

      • O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the major arrival points in Chicago.

      • The average length of a direct Dallas to Chicago flight is 2 hours 20 minutes.

      • Dallas and Chicago are in the same timezone, UTC-5.

      • Dallas/Fort Worth International Airport (DFW) to O'Hare International Airport (ORD) is the most popular route that connects these two cities. There are 126 departures a week to pick from. If you have things to do before heading off, the last flight from Dallas to Chicago is with Spirit Airlines at 23:09. Go for the first DFW to ORD departure with American Airlines at 05:00 to make the most of your first day in Chicago.

      • Allow plenty of time to get on your Dallas to Chicago flight. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

      • If you're travelling during a peak month like July, get to the terminal even earlier. You'll want to arrive up to four hours before international flights and two hours ahead of a domestic departure. Security lines will be longer during high seasons like Thanksgiving, Christmas and New Year.

      How to find the cheapest flights from Dallas to Chicago

      • At the moment, Rs13,270 is the lowest price we've found for a one-way ticket from Dallas to Chicago. The cheapest price for a return flight is Rs24,870. Keep in mind fares may change due to demand at the time of booking.

      • Score cheap Dallas to Chicago flights by booking two months ahead. Based on our research, that's the ideal time frame for finding a bargain.

      • Schedule your trip for May. That's the best month for scoring an awesome deal on plane tickets from Dallas to Chicago. If you're open to different travel dates, use the 'Whole month' tool to see the lowest price across each month.

      • Getting a cheap flight from Dallas to Chicago couldn't be easier with Price Alerts. Simply create one of these automatic alerts and we'll notify you as soon as the price has dropped.

      • Save on your Dallas to Chicago flight with the help of our filters. Choose your ideal duration, departure time and airlines, then sort the results by 'Cheapest' for the best deals.

      Flying from Dallas

      Dallas/Fort Worth International Airport (DFW)

      • You can find a direct flight from Dallas to Chicago taking off from Dallas/Fort Worth International Airport (DFW). Start your trip at DFW and then hit the runway at O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

      • Popular airlines that offer direct Dallas to Chicago plane tickets departing from DFW include:

      • Located around 26 kilometres from central Dallas, DFW can be reached in about 25 minutes by car (depending on traffic). The journey by public transport will take roughly 1 hour.

      • Booked an early flight from Dallas to Chicago? Avoid rushing to the airport (and get some extra shut-eye) by choosing one of these stays near Dallas/Fort Worth International Airport:

      • Of the departures from Dallas/Fort Worth International Airport, 73.22% arrive as scheduled at their destination.

      • DFW is located at 2400 Aviation Dr.

      Arriving in Chicago

      O'Hare International Airport (ORD)

      • O'Hare International Airport (ORD) is approximately 26 kilometres from the centre of Chicago. If you're catching a cab or a ride-share, the drive will take around 35 minutes.

      • It usually takes 55 minutes to get there when travelling by public transport.

      • If you have a late flight from Dallas to Chicago, few things beat the convenience of staying close to the terminal. Grab your bags from the carousel and then be showered and relaxing not long after at one of these hotels near ORD:

      • Fast-track your adventure by picking up an O'Hare International Airport rental car. Grab a set of wheels from Routes Car Rentals, Dollar or Budget and explore beyond Chicago's usual tourist stops.

      • Booking your ride from O'Hare International Airport around four weeks ahead gives you the best shot at securing a great deal.

      • You'll find ORD at 10000 West O'Hare.

      Chicago Midway International Airport (MDW)

      • Once your flight from Dallas to Chicago has landed, you can make your way to the city centre in around 20 minutes by car. Central Chicago is roughly 14 kilometres from Chicago Midway International Airport (MDW).

      • If you're catching public transport, it'll take about 45 minutes.

      • After your flight from Dallas to Chicago, settle in at a hotel near MDW. These are some great accommodation options that'll help you slip into relaxation mode:

      • Dollar, Hertz and Budget make picking up a Chicago Midway International Airport rental car easy and quick. These providers are located in or around the terminal and will have you behind the wheel before you know it.

      • Secure your first choice, not your last resort. Reserving your ride from MDW four weeks ahead of time often means better prices and a wider selection of vehicles.

      • Chicago Midway International Airport can be found at 5700 South Cicero.

      Chicago Rockford International Airport (RFD)

      • Make your way into the city centre after your flight from Dallas to Chicago has arrived. Central Chicago is about 129 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get there in a car.

      • The journey will take about 4 hours 15 minutes by public transport.

      • Whether you want a zippy compact for solo travel or a roomy SUV to move the whole family, you'll find the right Chicago Rockford International Airport rental car for your needs. Check out wheels available from companies such as Budget, Alamo and National.

      • Booking a couple of weeks in advance of your flight from Dallas to Chicago is a good move. Along with more affordable prices, you might find it easier to get the make and model you prefer at RFD.

      • Chicago Rockford International Airport can be found at 2 Airport Cir.

      Best time to go to Chicago

      • January is the quietest month for flights from Dallas to Chicago, while August is the most popular. Pick the best time to go to Chicago based on whether you like a laid-back vibe or a more bustling atmosphere.

      • The warmest month in Chicago is July, with temperatures ranging between 15ºC and 29ºC. Book your Dallas to Chicago ticket then if that's your definition of good weather.

      • January sees average temperatures of between -12ºC and 3ºC. Look for cheap flights from Dallas to Chicago around that time if you want to travel when it's cooler.

      More about Chicago

      • When it comes to searching for somewhere to lay your head, you'll find the top stays in Chicago right here. Explore these hotels after you've booked your flight from Dallas to Chicago:

      • There are so many things to discover in this city it can be difficult to know where to start. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are highlights which should feature on every Chicago itinerary.

      Explore more of United States

      • Chicago has plenty going for it, but there are so many other corners of United States just waiting to be discovered. About 451 kilometres south-east of Chicago, a visit to Columbus will keep you on the go. Start with popular sights like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

      • Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in United States. Start your sightseeing at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

      Prices shown on this page are estimated lowest prices only. Found in the last 45 days.